--- title: Sean Diwan description: Explore Sean Diwan's career path, leadership philosophy, and advice for aspiring tech leaders in this exclusive interview. --- [Insights](https://www.theciocircle.com/insights) # [Sean Diwan](https://www.theciocircle.com/insights/sean-diwan-cio-at-advanced-group-of-companies) Written by [The CIO Circle Editor](https://www.theciocircle.com/insights/author/the-cio-circle-editor) | Mar 20, 2025 7:20:48 AM **SEAN DIWAN** ### CIO at Advanced Group of Companies ##### **Can you please provide a little introduction about yourself** Based out of Chicago, Illinois, Sean Diwan is the Chief Information Officer (CIO) for Advanced Group’s family of companies, responsible for all aspects of technology globally. Over the past 18+ years, Sean has successfully held various CIO, CTO technology leadership roles across a variety of industries (Healthcare Providers, Financial Services, RCM, Medical Devices, Global Education firms, Banking, Insurance, Tech startups, etc.) for prominent firms globally with added focus on turnarounds, scaling, optimization, M&A, tech stack modernization, digital transformation, product development & engineering, cost efficiency, and operational excellence.  Sean holds a BA from KSOU. ##### What path have you taken to your current position?  My career started actually in the law firm space where my first job was as a Litigation Paralegal Assistant on one of the largest Insurance litigation cases.  That is where I entered the Technology world - where I helped in setting up a new Litigation Document Management system and a National network of communication  - from there I worked in various industries: Law firms (Director, IT), Commercial Real Estate firm (Global Principal IT), Chip Manufacturing (Director of Software), Banking, Insurance (VP of IT/CTO), Telecom, Medical Device Mfg, Healthcare RCM firm (SVP of IT/CTO), Healthcare provider firm, and now with a Clinical Trial research organization (CIO) ##### Has it always been your vision to reach the position you’re at? Was your current role part of your vision to become a tech leader? Not really. I was most interested in pursuing a more meaningful contribution path. Along the way however, as I did my best to bring Business and Technology together, thats where CTO/CIO pathway opened up and I followed it along the journey. ##### Have you had a role model or mentor that has helped you on your journey? ##### I had several mentors/role-models along the way (I would have to get their permission to quote them for sure).  But, the embodied everything I was developing my muscles in - things like: Resilience, Dealing with difficult people, staying current, dealing with ambiguity, etc.. ##### How do you see the role of the technology leader evolving over the next 5 years? With the recent hurricane that hit us all - AI - I see the role evolving and getting even closer to running/growing the business via enabling key capabilities such as AI, Data Harvesting - and still focus hard on Cybersecurity and Core Technologies - along with User / Customer Experience improvements - a handful for sure. **What skills do you think leaders of the future will need in order to thrive?** Business acumen, Emotional Intelligence, Ability to Listen, Leading People, Tech savviness, and Financial acument. ##### Is there anything in particular that you would still like to achieve in your career or what is the next step on your journey? I would love to write a book or something to that effect to share my learnings that could help others learn from my journey. ##### What advice would you give to aspiring technology leaders who are just starting their careers? It's not about today or tomorrow, it's about the day-after-tomorrow... *"It's not about today or tomorrow, it's about the day-after-tomorrow..."* ##### What has been your most significant achievement or proudest moment as a technology leader? Balancing the demand of Innovation, Operations, Cybersecurity, Business Growth, and People Leadership.  Staying focused with a clear "incremental" set of metrics for each - not worry about "boiling the ocean" - gain the next 10 yards, don't focus on the touchdown just yet - it's about the next 10 yards - and then keep going! ##### How do you measure and communicate the value and impact of technology initiatives to other business leaders and stakeholders? A CIO Dashboard that lists key metrics covering Running, Growing, Protecting the business ##### What has been your most significant achievement or proudest moment as a technology leader? Top 25 CTO in Healthcare in 2023 **Can you share a book that has the most profound impact on shaping your professional journey and approach as a leader?**   **Execution: The Discipline of Getting Things Done**   *“A must-read for anyone who cares about business.”*—The New York Times   When Execution was first published, it changed the way we did our jobs by focusing on the critical importance of “the discipline of execution”: the ability to make the final leap to success by actually getting things done. Larry Bossidy and Ram Charan now reframe their empowering message for a world in which the old rules have been shattered, radical change is becoming routine, and the ability to execute is more important than ever.    A big thank you to [Sean Diwan](http://linkedin.com/in/seandiwan)from [Advanced Group of Companies](http://www.advancedgroup.com)for sharing his journey to date. If you would like to gain more perspective from Tech Leaders and CIOs you can read some of our other interviews [here](https://theciocircle.com/interviews/). 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